Cheap Vacations in Southampton

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3-night Southampton vacations

Price found within the past 48 hours. Click for updated prices.
Marriott Saddle Brook

Marriott Saddle Brook

4 out of 5
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Save 100% on your flight
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Feb 13 - Feb 16
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Save 100% on your flight
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Carlyle, A Rosewood Hotel

The Carlyle, A Rosewood Hotel

5 out of 5
Save 100% on your flight
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Holiday Inn Express & Suites Jersey City - Holland Tunnel, an IHG Hotel

Holiday Inn Express & Suites Jersey City - Holland Tunnel, an IHG Hotel

2.5 out of 5
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
The Manner

The Manner

5 out of 5
Save 100% on your flight
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Save 100% on your flight
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)

4-night Southampton vacations

Price found within the past 48 hours. Click for updated prices.
Marriott Saddle Brook

Marriott Saddle Brook

4 out of 5
Save 100% on your flight
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Jan 17 - Jan 21
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Save 100% on your flight
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
BeHome by LuxUrban

BeHome by LuxUrban

2 out of 5
per person
Jan 17 - Jan 21
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Condor Brooklyn

Condor Brooklyn

3.5 out of 5
per person
Feb 10 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
The Benjamin Royal Sonesta New York

The Benjamin Royal Sonesta New York

4.5 out of 5
Save 100% on your flight
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New York (JFK)
Hilton New York Times Square

Hilton New York Times Square

4 out of 5
Save 100% on your flight
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Save 100% on your flight
per person
Feb 7 - Feb 10
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

5-night Southampton vacations

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Save 100% on your flight
per person
Jan 26 - Jan 31
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
per person
Jan 26 - Jan 31
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Hotel 57 by LuxUrban

Hotel 57 by LuxUrban

4 out of 5
Save 100% on your flight
per person
Jan 26 - Jan 31
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Save 100% on your flight
per person
Jan 26 - Jan 31
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Arlo Midtown

Arlo Midtown

4 out of 5
Save 100% on your flight
per person
Jan 26 - Jan 31
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
per person
Jan 26 - Jan 31
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Aura Hotel Times Square

Aura Hotel Times Square

4 out of 5
Save 100% on your flight
per person
Jan 26 - Jan 31
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Concorde Hotel New York

Concorde Hotel New York

4 out of 5
Save 100% on your flight
per person
Jan 26 - Jan 31
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Hotel Park Ave

Hotel Park Ave

4.5 out of 5
Save 100% on your flight
per person
Jan 26 - Jan 31
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Home2 Suites By Hilton New York Times Square

Home2 Suites By Hilton New York Times Square

3 out of 5
Save 100% on your flight
per person
Jan 26 - Jan 31
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
The Benjamin Royal Sonesta New York

The Benjamin Royal Sonesta New York

4.5 out of 5
Save 100% on your flight
per person
Jan 26 - Jan 31
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Westgate New York Grand Central

Westgate New York Grand Central

4 out of 5
Save 100% on your flight
per person
Jan 26 - Jan 31
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)

6-7 night Southampton vacations

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Save 100% on your flight
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
per person
Jan 17 - Jan 24
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Save 100% on your flight
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel 57 by LuxUrban

Hotel 57 by LuxUrban

4 out of 5
Save 100% on your flight
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
per person
Jan 29 - Feb 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Save 100% on your flight
per person
Jan 24 - Jan 30
found 23 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Tuscany by LuxUrban

Tuscany by LuxUrban

3 out of 5
Save 100% on your flight
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Arlo Midtown

Arlo Midtown

4 out of 5
Save 100% on your flight
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Herald by LuxUrban

The Herald by LuxUrban

2.5 out of 5
Save 100% on your flight
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Aura Hotel Times Square

Aura Hotel Times Square

4 out of 5
Save 100% on your flight
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)

Flight deals to Southampton

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jan 14 - Tue, Jan 14
MCO
Orlando
LGA
New York
$53 Roundtrip, found 5 days ago
$53
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Jan 14 from Orlando to New York, returning Tue, Jan 14, priced at $53 found 5 days ago
Thu, Mar 20 - Wed, Apr 2
MIA
Miami
LGA
New York
$57 Roundtrip, found 1 day ago
$57
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Mar 20 from Miami to New York, returning Wed, Apr 2, priced at $57 found 1 day ago
Tue, Jan 14 - Wed, Jan 15
MCO
Orlando
JFK
New York
$76 Roundtrip, found 5 days ago
$76
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Jan 14 from Orlando to New York, returning Wed, Jan 15, priced at $76 found 5 days ago

Top rated hotels for your Southampton vacation

The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd, Southampton, NY
Free Cancellation
Reserve now, pay when you stay
4.06 mi from city center
The price is $183 per night
$183
includes taxes & fees
$161 per night
Jan 15 - Jan 16, 2025
When you stay at The Bentley Hotel Southampton in Southampton, you'll be near the airport, within a 5-minute drive of The Hamptons Beaches and Meschutt Beach.
Pool
Pet friendly
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
3.46 mi from city center
The price is $172 per night
$172
includes taxes & fees
$150 per night
Dec 24 - Dec 25
Located in Southampton, The Atlantic Hotel is by the ocean, within a 5-minute drive of Shinnecock Hills Golf Course and The Hamptons Beaches.
Pool
Pet friendly
Southampton Inn

Southampton Inn

3 out of 5
91 Hill Street, Southampton, NY
0.3 mi from city center
The price is $245 per night
$245
includes taxes & fees
$214 per night
Dec 22 - Dec 23
Located in Southampton, Southampton Inn is in a shopping district, a 5-minute walk from Southampton Cultural Center and 6 minutes by foot from Southampton Arts Center.
Pool
Pet friendly
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.